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Ball in Jannik Sinner’s Court After Winning Bet Against Coach Darren Cahill

Originally posted on Athlon Sports | By Kevin Binoy | Last updated Jul 14, 2025 9:49 AM ET

Jannik Sinner’s gritty win over Carlos Alcaraz to snag his first Wimbledon title was a huge moment for him, but anyone who’s followed his journey knows he didn’t do it alone. Behind that calm demeanor on Centre Court is a rock-solid coaching team led by Darren Cahill and Simone Vagnozzi.

Funny enough, earlier this year, Sinner actually said that Cahill was planning to hang it up at the end of the season. But now, with that shiny Wimbledon trophy in his hands, there’s a new twist: thanks to a little bet they made, the ball’s back in Sinner’s court, and Cahill’s retirement plan might just be on hold.

Following the match, Sinner shared an update on a bet that he made with Cahill which might force him to rethink his retirement plans. The 23-year-old said, “We made a bet before the final… I told him that if I won, I could choose whether he would stay at the end of the year or not. Now the choice is mine.”

Jannik Sinner on the possibility of Darren Cahill going back on decision to retire from coaching at the end of this year

"We made a bet before the final… I told him that if I won, I could choose whether he would stay at the end of the year or not. Now the choice is mine!”… pic.twitter.com/d1IneSLrA3
— The Tennis Letter (@TheTennisLetter) July 13, 2025

Cahill is no stranger to coaching elite talent. He has previously coached the likes of Andre Agassi and Simona Halep, to name a few. However, he has had the most profound impact on Sinner and shaped him into a world-class talent.

Sinner also spoke about what Cahill means to him, saying he’s always wanted someone honest in his corner not just for tennis advice but for life in general, through the wins and the tough losses.

That’s exactly what Cahill gives him. Sinner joked that if he decides to stick with Cahill now, he knows his coach probably won’t be on the road as much, which is fair enough after all these years.

He added that he’d love to have Cahill with him in Australia since they’ve always done well there. With plenty of tournaments still ahead this season, they’ll still see each other a lot anyway. And with a grin, he reminded everyone, “I won the bet so now we’ll see!”

This article first appeared on Athlon Sports and was syndicated with permission.

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